Radio Free Rhinecliff · Arts & Culture

Going Rogue

Welcome to the ultimate insider's guide to the world of fashion, celebrity, and media—straight from the heart of Vogue. I’m Jill Demling and for nearly two decades I was the Entertainment Director of Vogue. I've booked over 200 American Vogue covers, 30 covers for British Vogue, and more than 50 covers worldwide. That's nearly 300 covers that shaped pop culture, defined fashion, and captured the zeitgeist. But those perfect images? They're just the tip of the iceberg. "Going Rogue" is your backstage pass to the moments that never made it to print. The stories from the photographers who captured magic, the stylists who created iconic looks, and the writers who know every secret. You'll hear about the celebrities, the shoots that almost didn't happen, and the untold drama behind fashion's most memorable moments. Remember "The Devil Wears Prada"? That fictional 11-month snapshot? I was there for the real story—I even hired the person the book was based on and appear on page 21 of the book. But this isn't about one story. It's about hundreds of stories, from someone who was on the inside. This podcast is not an exposé, it's a celebration of the brilliant people behind the scenes that made all the famous moments possible at Vogue. It isn't just a podcast about fashion. It's about creativity, ambition, art, and the human stories behind the images that helped define a generation. We'll reveal how the talents behind these shoots got their start, and they'll share masterclass-level advice for a new generation of stylists, photographers, and creatives looking to make their mark. We're going behind the scenes of a world most people only glimpse through glossy pages and red carpet moments. Are you ready to go rogue with me?

Episodes

In this episode of "Going Rogue," Jill Demling interviews Julien d'Ys, a renowned hair artist, delving into his career, artistic philosophy, and experiences with fashion industry legends. Julien recounts his early life in Brittany, his unconventional path into hairstyling, and the influences of figures like Daniel Harl...

From Club Kid to Pop Culture Kingpin: Drew Elliot's Blueprint for Breaking the Internet

17 Oct 2025

1h 39m

Gucci Westman: From Hollywood Makeup Artist to Beauty CEO - An Inside Look

10 Oct 2025

1h 4m

AI processed

In this episode of "Going Rogue," Jill Demling interviews Gucci Westman, a celebrated makeup artist and founder of Westman Atelier. They reminisce about their early collaborations on Vogue covers, including the iconic Britney Spears cover, and discuss the evolving dynamics of the fashion industry. Gucci shares insights...